Triphenyl methyl esters of dialkyl carbamic acids and process of preparing the same



Patented Sept. 16, 1930 UNITED STATES PATENT OFFICE SIDNEY M. GADWELL, OF LEONIA, NEW JERSEY, ASSIGNOR TO THE NAUGATUOK CHEMICAL COMPANY, OF NAUG-ATUCK, CONNECTICUT, A CORPORATION OF CON- NECTIOUT TRIPHENYL METHYL ESTERS F DIALKYL OARBAMIO ACIDS AND PROCESS OF PREPAR- ING THE SAME N 0 Drawing.

29.2 grams of diethylamine and 12 cc. of

carbon disulphide are mixed in 200 cc. of

' chloroform. This mixing forms diethyl ammonium diethyldithiocarbamate. To the chloroform solution of the diethyl ammonium diethyl dithiocarbamate are added 27 .85 grams of triphenylchlor methane, and the mixture is heated under reflux condenser at the. boiling point of chloroform until sub stantially all the triphenyl chlormethane has gone into solution and the reaction completed. On cooling, the major part of the product,

- the triphenylmethyldiethyldithiocarbamate,

crystallizes out. On filtering, and Washing with water, the pure ester is obtained. It melts at 153 (1.; it is fairly soluble in hot alcohol, and less soluble in cold alcohol or The formula of this compound is believed to be The same procedure may be employed in making other dialkyl derivatives and if de sired the compounds may be made directly from a solution of a dialkyl dithioca-rbamate salt instead offormingthis reaction product as described in the foregoing procedure.

These compounds may be used for the ac celeration of the vulcanization of rubber.

Having thus described my invention, what I claim and desire to protect by Letters Patcut is:

esters of dialkyl dithiocarbamic acids which comprises treating a solution of a metallo salt of a dialkyl dithiocarbamic acid with triphenyl chlormethane, heating until, the re 59 action is completed, cooling, and separating Application filed November 8, 1928.

Serial No. 318,104.

the triphenyl methyl dialkyl dithiocarbamate from the reaction mixture.

d. The method of making triphenyl methyl ester of diethyl dithiocarbamic acid which comprises treating a solution of a metallo salt of diethyl dithiocarbamic acid with triphenyl chlormethane, heating until the reaction is completed, cooling, and separating the triphenylmethyl diethyldithiocarbamate from the reaction mixture.

5. The method of making triphenyl methyl esters of dialkyl dithiocarbamic acids which comprises treating a solution of a metallo salt of a dialkyl dithiocarbamic acid with triphenyl chlormethane, heating until the re action is completed, cooling, separating and purifying the reaction product, triphenyl methyl dialkyl dithiocarbamate.

6. The method of making triphenyl methyl ester of diethyl dithiocarbamic acid which comprises treating a solution of a metallo salt of diethyl dithiocarbamic acid with triphenyl chlormethane, heating until the reaction is completed, cooling, separating and purifying the reaction product, triphenylmethyl diethyl dithiocarbamate.

Signed at Passaic, county of Passaic, State of New Jersey, this 2nd day of November,

SIDNEY M. CADWELL. 

